Can you set this up so the bag leans forward? In other words, the leading edge of the bag would be parallel to how his lower leg (calf) is in that picture. Google some pics of the Ortlieb Office Bag to see how others have set this up. FWIW, I have the other (QL 1 or QL 2) version of this and have no problems with heel strike but it's set up like I described above. Hope this helps
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Scott
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'84 Trek 850--spinbackle-built, '85 Trek 670 Campy Nuovo Record--project, '87 Trek 560 SS/Fixed--project, '87 Specialized Stumpjumper Comp w/ Deore XT--Specialized-built, '87 Rossin Record, '03 LeMond Wayzata--commuter,
'?? TST Mtn Bike frame--project, '07 Tsunami Tandem--home-built